反应详情

To a solution of the 2-(1-pyrrolidinylmethyl)-6-quinolinylamine (500 mg, 2.2 mmol) obtained in Reference Example 9 and pyridine (0.356 ml, 4.4 mmol) in tetrahydrofuran (11 ml) was added 4-nitrophenyl chloroformate (488 mg, 2.42 mmol) under ice-cooling. After stirred for 30 minutes, the reaction solution was concentrated, and dimethyl sulfoxide (11 ml) was added to the residue. 4-(4-Fluorophenyl)piperidine hydrochloride (569 mg, 2.64 mmol) and a 4N aqueous sodium hydroxide solution (0.66 ml) were added thereto at room temperature while stirring, and the mixture was stirred for 2 hours. Ethyl acetate and water were added, the mixture was extracted, the organic layer was washed with water, and concentrated, and the residue was purified by alumina column chromatography (developing solvent: ethyl acetate) to obtain the titled compound (612 mg) as a colorless powder from ethyl acetate-diisopropyl ether.

1. temperaturecooling
2. concentrationthe reaction solution was concentrated
3. additiondimethyl sulfoxide (11 ml) was added to the residue
4. stirringat room temperature while stirring
5. stirringthe mixture was stirred for 2 hours
6. extractionthe mixture was extracted
7. washthe organic layer was washed with water
8. concentrationconcentrated
9. customthe residue was purified by alumina column chromatography (developing solvent: ethyl acetate)